Alkylation of β-diketones through their co(II), co(III) and zn(II) complexes. 1-Bromoadamantane as alkylating agent.

作者: A. González , F. Güell , J. Marquet , M. Moreno-Mañas

DOI: 10.1016/S0040-4039(00)89236-9

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摘要: Abstract α-(1-adamantyl)-β-diketones are now accessible by the alkylation of Co(II) complexes β-diketones with 1-bromoadamantane. The intermediacy adamantyl cation is proposed. Co(II), Co(III) and Zn(II) pentane-2,4-dione react alkyl halides precursors stabilized carbenium ions, to give 3-alkylpentane-2,4-diones.

参考文章(7)
Herbert O. House, Modern Synthetic Reactions ,(1972)
Harold M. Taylor, Charles R. Hauser, Alkylations of α-Dimethylaminophenylacetonitrile with Alkyl Halides by Potassium Amide. Reactions of Products with Grignard Reagents1 Journal of the American Chemical Society. ,vol. 82, pp. 1960- 1965 ,(1960) , 10.1021/JA01493A031
Gary F. Smith, Henry G. Kuivila, Reyna Simon, Leslie Sultan, Electron-transfer, halogen-metal exchange, and direct processes in formal nucleophilic substitutions on alkyl halides by trimethyltinsodium Journal of the American Chemical Society. ,vol. 103, pp. 833- 839 ,(1981) , 10.1021/JA00394A017
Jorge Marquet, Marcial Moreno-mañas, Reactions of Bis[pentane-2,4-dionato]cobalt(II) with Alkyl Halides Synthesis. ,vol. 1979, pp. 348- 350 ,(1979) , 10.1055/S-1979-28675
Robert R. Perkins, Richard E. Fincock, Photochemical substitution reactions of adamantyl halides Tetrahedron Letters. ,vol. 16, pp. 943- 946 ,(1975) , 10.1016/S0040-4039(00)72026-0
Pierre Bauer, Gérard Molle, The barbier reaction: No organometallic pathway in a one-step alternative grignard reaction. Tetrahedron Letters. ,vol. 19, pp. 4853- 4856 ,(1978) , 10.1016/S0040-4039(01)85751-8